Roselyn Dr, Pittsfield, MA Property Records

Berkshire County and Pittsfield City property records for 29 addresses on Roselyn Dr, Pittsfield, MA · Last verified August 2026

Roselyn Dr Highlights

Properties 29
Median Sale Price $330,000
Deeds and Mortgages on File 33
Median Price per Sqft $195
Owner Occupied 93%
Median Annual Tax Bill $6,010
Median Year Built 1956
Median Ownership Tenure 9 years

Properties on Roselyn Dr

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

17 Roselyn Dr

4 bd · 2.5 ba · 2,054 sqft · built 1975 · 0.56 acres

Last Sale Tax Bill Prior Sale Owner Records
$96,500Mar 1985 $7,3572025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

19 Roselyn Dr

3 bd · 1.5 ba · 1,404 sqft · built 1942 · 0.246 acres

Last Sale Tax Bill Prior Sale Owner Records
$345,000Mar 2024 $5,7782025 Amount on Record Dec 2011 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

20 Roselyn Dr

3 bd · 2.5 ba · 1,684 sqft · built 1945 · 0.223 acres

Last Sale Tax Bill Prior Sale Owner Records
$330,000Dec 2021 $5,9562025 Amount on Record Oct 2017 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

25 Roselyn Dr

4 bd · 2 ba · 1,865 sqft · built 1935 · 0.246 acres

Last Sale Tax Bill Prior Sale Owner Records
$101,000Jan 1992 $5,2602025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

26 Roselyn Dr

4 bd · 2 ba · 1,384 sqft · built 1945 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$195,000Feb 2020 $4,7452025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

31 Roselyn Dr

3 bd · 2.5 ba · 1,698 sqft · built 1957 · 0.246 acres

Last Sale Tax Bill Prior Sale Owner Records
$251,000Oct 2018 $7,0722025 Amount on Record Sep 2003 2 Owners on Record Assessor + 1 DocumentUpdated Apr 2026

32 Roselyn Dr

4 bd · 1 ba · 1,625 sqft · built 1941 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$230,000Jun 2020 $5,4412025 Amount on Record Mar 2005 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

36 Roselyn Dr

4 bd · 1.5 ba · 1,762 sqft · built 1962 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$190,000Nov 2009 $5,8952025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

37 Roselyn Dr

5 bd · 2 ba · 1,576 sqft · built 1945 · 0.246 acres

Last Sale Tax Bill Prior Sale Owner Records
$164,200Aug 2017 $4,8262025 Amount on Record Jun 2004 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

43 Roselyn Dr

3 bd · 1 ba · 2,215 sqft · built 1940 · 0.246 acres

Last Sale Tax Bill Prior Sale Owner Records
$307,000Oct 2023 $5,6372025 Amount on Record Feb 1989 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

44 Roselyn Dr

3 bd · 2 ba · 1,326 sqft · built 1950 · 0.213 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,8242025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

47 Roselyn Dr

3 bd · 2.5 ba · 1,736 sqft · built 1946 · 0.246 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,800Jan 2007 $6,4752025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

51 Roselyn Dr

3 bd · 2.5 ba · 1,314 sqft · built 1940 · 0.253 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,000Jun 2003 $5,9522025 Amount on Record Mar 2002 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

58 Roselyn Dr

3 bd · 1.5 ba · 1,608 sqft · built 1955 · 0.224 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Dec 2019 $4,6952025 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

59 Roselyn Dr

2 bd · 1 ba · 1,794 sqft · built 1950 · 0.654 acres

Last Sale Tax Bill Prior Sale Owner Records
$74,000Nov 1983 $6,8322025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

66 Roselyn Dr

3 bd · 2 ba · 1,410 sqft · built 1957 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$379,000Dec 2025 $6,1612025 —Dec 2004 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

76 Roselyn Dr

4 bd · 2.5 ba · 1,820 sqft · built 1958 · 0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$290,000Sep 2023 $5,8272025 Amount on Record Feb 2007 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

82 Roselyn Dr

3 bd · 2 ba · 1,768 sqft · built 1956 · 0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$184,500Jun 2013 $6,1662025 Amount on Record Mar 2001 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

85 Roselyn Dr

3 bd · 1.5 ba · 2,200 sqft · built 1955 · 0.626 acres

Last Sale Tax Bill Prior Sale Owner Records
$231,500May 2004 $6,8012025 Amount on Record May 2001 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

88 Roselyn Dr

2 bd · 2 ba · 1,153 sqft · built 1958 · 0.555 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,0102025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

93 Roselyn Dr

3 bd · 2.5 ba · 1,578 sqft · built 1960 · 0.767 acres

Last Sale Tax Bill Prior Sale Owner Records
$471,000Jan 2026 $6,3632025 Amount on Record Aug 2024 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

100 Roselyn Dr

3 bd · 2.5 ba · 1,644 sqft · built 1961 · 0.33 acres

Last Sale Tax Bill Prior Sale Owner Records
$415,000May 2024 $6,0482025 Amount on Record Feb 2024 2 Owners on Record Assessor + 1 DocumentUpdated Apr 2026

107 Roselyn Dr

3 bd · 2.5 ba · 1,742 sqft · built 1962 · 0.997 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000Aug 1979 $7,3812025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

110 Roselyn Dr

3 bd · 2.5 ba · 1,760 sqft · built 1956 · 0.266 acres

Last Sale Tax Bill Prior Sale Owner Records
$218,000Apr 2018 $5,7192025 Amount on Record Nov 1993 2 Owners on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

112 Roselyn Dr

3 bd · 3 ba · 2,488 sqft · built 1968 · 0.265 acres

Last Sale Tax Bill Prior Sale Owner Records
$325,000Jan 2025 $8,5752025 2 Owners on Record Owner Occupied AssessorUpdated Apr 2026

117 Roselyn Dr

3 bd · 2.5 ba · 1,538 sqft · built 1962 · 0.274 acres

Last Sale Tax Bill Prior Sale Owner Records
$107,000Sep 1992 $6,4802025 Owner on Record Owner Occupied AssessorUpdated Apr 2026

118 Roselyn Dr

4 bd · 3 ba · 1,802 sqft · built 1968 · 0.321 acres

Last Sale Tax Bill Prior Sale Owner Records
$162,000Feb 2014 $5,1202025 Amount on Record Sep 2006 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

125 Roselyn Dr

4 bd · 2.5 ba · 2,122 sqft · built 1968 · 2.5 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000May 2004 $7,4902025 Amount on Record Feb 1994 Owner on Record Owner Occupied AssessorUpdated Apr 2026

133 Roselyn Dr

4 bd · 2 ba · 2,662 sqft · built 1971 · 0.606 acres

Last Sale Tax Bill Prior Sale Owner Records
$44,000Jun 1978 $7,4922025 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

Property Records in Nearby Streets